
Holiday houses in Guadalupe
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Top-rated holiday rentals in Guadalupe
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Entire Craftsman Home Central Coast Hub
Restored charming 1917 bungalow with dining room/2nd bedroom. Accommodates 5. Queen bed in the bedroom, twin daybed in the dining room, queen sofa bed, small floor mattress, & pack-n-play crib. Fully equipped kitchen with microwave. Wifi and flat-screen TV. Washer & dryer. Private back patio w/ furniture & bbq grill. Lovely front sitting porch & front yard. No AC. Short walk to downtown, within 20 minutes of beautiful beaches, wine tasting, hikes, shopping and theater. Nonsmoking only.

Secluded wine country retreat, full kitchen
This spacious secluded guest suite in the heart of California's Central Coast wine country is on a quiet three-acre gated property. Surrounded by ancient oaks, springtime wildflowers and songbirds, your Retreat has everything you'd possibly need: private entrance, full kitchen, double shower, laundry, fireplace, giant flat-screen TV, Wi-Fi, private patio, covered carport, air conditioning, and a bottle of wine from a local winemaker. Minutes from vineyards, golf, restaurants and beaches.

Great outdoor space, King suite, EV Charger, A/C
Come relax and enjoy our peaceful home and outdoor spaces. We are located halfway between Los Angeles and San Francisco. Here you can experience the beautiful Central Coast including wineries, Beaches, Cal Poly and golf courses. We are located in a quiet neighborhood adjacent to an organic blackberry farm. Easy access to the 101 Freeway, where you can easily visit Santa Barbara or Paso Robles wine regions. Our home is FULLY Air Conditioned and features a level 2 Tesla charger for EV cars.

Private top floor spacious 1 bedroom retreat
Forget your worries in this spacious and serene space. Following CDC guidelines, we make sure your stay is a safe & enjoyable one. Equipped with a gas range stove, microwave, and washer/dryer. Relax in a full size tub, walk-in closet & plenty of space to store your items & gear. Enjoy hiking, biking & disk golf at near by Waller Park! Private entrance & exit. Please read our rules below before booking: 2 guests max 1 car parking No Parties No Smoking No Pets Additional fees may apply

Wild Hair Studio-Stylish Farm Stay w/ EV charger
The Studio is a unique, completely renovated 1940's studio overlooking a one acre organic farm, located just minutes from the historic Village of Arroyo Grande. 6 miles to the beach, 3 miles to wine tasting in the Edna Valley, and a beautiful 12 mile country drive to SLO, the studio offers something for everyone. With a large fully equipped kitchen, spacious living area, and outdoor patio with bbq and propane fire pit this is the perfect place for your relaxing Central Coast getaway.

Harrison's Hide Away
Come stay, come play, come work. Stylish modern one bedroom flat w/ comfy king size bed and queen-size sofa sleeper. Light, bright living space, lots of windows and very spacious . Our guest house is in the heart of Arroyo Grande and next door to everything. So if you are on a family vacation, business trip or couples retreat; experience the central coast, relax in a beautiful home, enjoy outdoor patio, with w/ fire-pit and barbecue for outdoor fun. Simple & Upscale (845 Sq Ft)

Montgomery Vineyard
Montgomery Vineyard was once part of the oldest dairy farm in San Luis Obispo County. The unique accommodations offers guests an eclectic décor of antiques and memorabilia from behind the camera in Hollywood. The views from the large, private deck are of the vineyard and the vineyard covered hills beyond. It is a lovely, relaxing place to enjoy a complimentary bottle of wine made from the grapes grown in Montgomery Vineyard. Beautiful Avila Beach is just down the road.

Wild Holly Retreat… walking distance to downtown
You won’t forget your time in this romantic, memorable place. Beautiful, brand new tiny home on the Central Coast situated in beautiful downtown Nipomo, halfway between Los Angeles & San Francisco. 10-minute drive to Pismo Beach. Walking distance to Birchwood Beer & Wine Garden & Jockos Steakhouse. Queen size loft bed with a very comfortable Casper mattress. I have 2 dogs & my neighbors have a rooster, goats & sheep so I hope you’re ok with farm sounds.

Modern + Cozy Oaks Hideaway
At our special spot, you get the best of both worlds: clean, modern and comfortably appointed tiny home on an oak-studded ranch surrounded by nature. Close enough to town, beaches, wineries, and restaurants for convenience while being far enough away to relax. Check out the creative and flexible spaces on the inside (living space coverts via Murphy bed to a queen bed sleeping area) and the comfy back patio for outdoor enjoyment.

Cottage at Lavender Oaks Farm
The Cottage at Lavender Oaks Farm is a wonderful peaceful guest house on a 5 acre lot. You’ll find a 780 sq.Ft indoor space with a private deck, giant oak trees and a beautiful view of the garden outside. The sunny open floor plan has a queen-sized bed, a couch, 2 loveseats a dining area and kitchen. The Cottage accommodates two adults. I will accept pets on a case-by-case basis.

Beach home near golf, wineries, dunes & Vandenburg
This Pasadera home has three bedrooms two and a half bathrooms with a loft which has a fold out couch. The downstairs couch will sleep 2 more if needed so 9 people will fit. It’s just a few miles away from Trilogy and Blacklake golf course, the beach, shopping , golf courses and many wineries! It’s a perfect beach community. About 20 minutes to Vandenburg Air Force base.

Beach-themed country home w/ backyard tiki hut
As 23-time Superhosts we welcome you! This adorable home is perfect for couples or families. Enjoy the relaxation of country living; yet just 15 mins from the beaches. We have included everything we could think of for you to have a stress-free and fun vacation; the softest of beds & linens, a fully-stocked kitchen, games, fire-pit , satellite tv/smart tv and beach gear.
Popular amenities for Guadalupe holiday rentals
Other great holiday rentals in Guadalupe

Debi’s Beach House

Coastal Guesthouse Retreat!

Brand New! Close to 101!

Paloma Oaks

Cozy Plant-Filled Loft in Orcutt

Diamond E Ranch

Stunning Guesthouse with Private Entry & Courtyard

La Ranchita Wine Country Equine retreat and Spa
Destinations to explore
- Southern California Holiday rentals
- Los Angeles Holiday rentals
- Stanton Holiday rentals
- Northern California Holiday rentals
- Channel Islands of California Holiday rentals
- San Francisco Bay Area Holiday rentals
- San Diego Holiday rentals
- San Francisco Holiday rentals
- Gold Country Holiday rentals
- Central California Holiday rentals
- San Francisco Peninsula Holiday rentals
- Palm Springs Holiday rentals
- Cayucos Beach
- Montaña de Oro State Park
- El Capitán State Beach
- Morro Strand State Beach
- Morro Bay Golf Course
- Pirates Cove Beach
- Cayucos State Beach
- Morro Rock Beach
- Pismo State Beach
- Mission San Luis Obispo de Tolosa
- Los Padres National Forest
- Solvang Windmill
- Sensorio
- Oceano Dunes State Vehicular Recreation Area
- Vina Robles Amphitheatre
- Dinosaur Caves Park
- Monarch Butterfly Grove
- Charles Paddock Zoo
- Pismo Preserve




